Plan a trip to see Second City

Price found within the past 48 hours. Click for updated prices.

Pendry Chicago

Downtown Chicago

per person

Oct 13 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Chicago (ORD)

9.4/10 Exceptional! (1,006 reviews)

Accommodations were great. Clean rooms and very convenient location. Service at the bar upstairs was pretty terrible the night we were there. Very unengaged and getting a drink took over 30 minutes

Reviewed on Jul 20, 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

per person

Oct 13 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Chicago (ORD)

9.4/10 Exceptional! (1,635 reviews)

Just a great property- really a 5 star experience-great location

Reviewed on Jul 20, 2025

Park Hyatt Chicago

Downtown Chicago

per person

Oct 13 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Tokyo (HND) to Chicago (ORD)

9.6/10 Exceptional! (1,000 reviews)

Superb customer service, clean hotel!

Reviewed on Jun 13, 2025

Browse tours and tickets to explore Second City

Tours & day trips

See all 182 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 37 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 31 activities

Chicago's Dark Side Self-Guided Smartphone Walking Tour

Free cancellation available

Attractions

See all 17 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 14 activities

Chicago White Sox Baseball Game at Guaranteed Rate Field

Reviews of Second City

4.7

Top Destination

5 - Excellent

7

4 - Good

3

3 - Okay

0

2 - Disappointing

0

1 - Terrible

0

5/5 - Excellent

Verified traveler

Quite a bargain (about $40) with yummy food choices close by.

Popular places to visit

Chicago History Museum

4.5/5(23 reviews)

Take a stroll through time, with historical artifacts that explore the city’s rich and colorful history.

Park West

4.5/5(7 reviews)

You can make plans for a show at Park West during your stay in Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.

North Avenue Beach

4.5/5(35 reviews)

Why not spend a carefree afternoon at North Avenue Beach during your travels in Chicago? Experience the fascinating museums and acclaimed art scene in this vibrant area.

Lincoln Park Zoo

4.5/5(793 reviews)

This small zoo in the center of Chicago is perfect for small children and parents looking for a quiet, leisurely stroll — and some impressive animals!

Nature Boardwalk at Lincoln Park is one of my favorite places in Chicago.

South Pond

Commune with nature and explore the great outdoors at South Pond during your travels in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.